Esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 61644-18-6, name is Chloromethyl isobutyrate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 61644-18-6, HPLC of Formula: C5H9ClO2

A solution of compound Int-1 (100 mg, 0.239 mmol) in 1.2 mL of acetonitrile, was treated with potassium carbonate (99 mg, 0.717 mmol), potassium iodide (119 mg, 0.717 mmol), 18-crown-6 (3.16 mg, 0.012 mmol) followed by chloromethyl isobutyrate (65.3 mg, 0.478 mmol). The reaction mixture was stirred at 80C for 16 h. The resulting mixture was cooled to room temperature, and partitioned between ethyl acetate and water. The aqueous phase was back extracted with ethyl acetate and the combined organic layers were dried over Na2S04, filtrered, and concentrated in vacuo. The residue was purified on a XBridge1M C18, 30×250 mm column, eluting with acetonitrile / water (5 mM NH4HCO3) at 50 mL / min using a 20 min 20-90% acetonitrile / water gradient. Clean fractions were partitioned between water and (0266) dichloromethane. The organic phase was dried over Na2S04, filtered and concentrated to give compound 14. (0267) Compound 14: 1H MR (500 MHz, DMSO-i4) delta 10.30 (t, J= 5.9 Hz, 1H), 8.55 (s, 1H), 7.40 (td, J= 8.7, 6.6 Hz, 1H), 7.23 (td, J= 10.0, 2.6 Hz, 1H), 7.05 (td, J= 8.6, 2.5 Hz, 1H), 5.84 – 5.61 (m, 2H), 4.63 (dd, J= 14.4, 2.2 Hz, 1H), 4.58 – 4.46 (m, 3H), 3.89 (m, 1H), 3.87 – 3.76 (m, 1H), 3.44 (m, 1H), 2.45 (m, 1H), 2.23 (d, J= 10.2 Hz, 1H), 1.48 – 1.30 (m, 3H), 1.11 (s, 3H), 1.04 (d, J= 7.0 Hz, 6H). LCMS M+l = 519.3.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YU, Tao; MCCAULEY, John, A.; WHITEHEAD, Alan; APGAR, James, M.; RAHEEM, Izzat, T.; DONG, Guizhen; WADDELL, Sherman, T.; LI, Hong; (43 pag.)WO2018/140368; (2018); A1;,
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Synthetic Route of 609-12-1,Some common heterocyclic compound, 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, molecular formula is C7H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Reference Example 6; Ethyl 3-methyl-2-(5-phenyl-1,1-dioxothieno[2,3-d]isothiazol-2(3H)-yl)butyrate; The compound of Reference Example 5 (67 mg) and sodium hydride (13 mg, Wako Pure Chemical Industries, Ltd., containing 40% mineral oil) were dissolved in N,N-dimethylformamide (1 ml), and the resultant solution was stirred at 60 C. for 1 hour. Then, ethyl 2-bromoisovalerate (68 mul, manufactured by Wako Pure Chemical Industries, Ltd.) was added thereto and the reaction solution was further stirred for 24 hours. The reaction mixture was stood to cool to room temperature and then concentrated, and ethyl acetate (2 ml) and water (2 ml) were added thereto. A product was extracted with ethyl acetate, washed with saturated saline, dried with magnesium sulfate and then concentrated. The obtained residue was put into a silica gel column (hexane:ethyl acetate=5:1) to give 16 mg of the titled compound. LC-MS: HPLC retention time 4.94 minutes (LC Condition 2), m/z 380 (MH+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-bromo-3-methylbutanoate, its application will become more common.

Reference:
Patent; Asahi Kasei Pharma Corporation; US2009/192154; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 148547-19-7

2l2′-dimethyl-1 l1 ‘-biphenyl-4-carboxylic acidStep 1: methyl 2,2′-dimethyl-1, 1’-biphenyl-4-carboxylate To a solution of methyl 4-bromo-3-methylbenzoate (ABCR, 15 g, 65 mmol) in toluene (200 mL) and water (200 mL), was added o-tolylboronic acid (10.68 g, 78 mmol) followed by potassium carbonate (45.25 g, 32.7 mmol) and tetrakis(triphenylphosphine)palladium(0) (3.78 g, 3.3 mmol). The mixture was degassed with N2 and refluxed at 120 C for 6 hours. After the completion of reaction, the reaction mixture was cooled to RT. The organic phase was separated and evaporated under reduced pressure. The crude compound was passed through a silica column using hexane as eluent to get the title compound as a white solid (15 g, 95%). 1H NMR (DMSO-d6, 400 MHz) delta 7.91 (s, 1 H), 7.83-7.81 (m, 1 H), 7.33-7.30 (m, 2H), 7.28-7.26 (m, 1 H), 7.25-7.22 (m, 1 H), 7.07-7.05 (m, 1 H), 3.86-3.81 (s, 3H), 2.09-2 (s, 3H), 1.97-1.92 (s, 3H). HPLC (Method B), Rt: 3.01 min (purity: 98.71 %).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 148547-19-7.

Reference:
Patent; MERCK SERONO S.A.; MUZERELLE, Mathilde; QUATTROPANI, Anna; MONTAGNE, Cyril; DORBAIS, Jerome; WO2010/69949; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1559-02-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1559-02-0 as follows.

In the 2L three-mouth reaction bottle,Add 255.3 g of diethyl 1,1-cyclopropanedicarboxylate,840mL EtOH,The ice water bath cools it to 0 C.Slowly add 137.32g KHCO3The temperature control is added below 30 C.Naturally rise to room temperature,Stir the reaction for 15 h,TLC monitors the reaction completely,Add 1L of water,Extracted with (PE: EA = 1:1) 300 mL ¡Á 2,Remove the organic phase,Concentrated HCl adjusts pH=2,Extracted with EA 370mL¡Á2,Take the organic phase,Desolvent1,1-cyclopropanedicarboxylic acid monoethyl ester 201.7 g,The yield was 93%.

According to the analysis of related databases, 1559-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan Institute of Technology; Huang Qimao; Feng Jinjin; Gao Hui; (13 pag.)CN105111155; (2018); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 55666-43-8,Some common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a suspension of [2- (4-METHYLSULFANYL-PHENYLSULFANYL) ETHYLAMINE HYDROCHLORIDE] salt (0.63 g, 2.69 [MMOLS)] in anhydrous tetrahydrofuran (20 ml) was added triethylamine (0.78 ml, 5.64 mmols) at [0C] under nitrogen. The mixture was stirred for 30 mins. To this was added dropwise a solution of [TERT-BUTYL] bromo acetate (0.42 [ML,] 2.82 [MMOLS)] in anhydrous tetrahydrofuran (10 [ML).] The mixture was warmed to room temperature and stirred fro 18 hours. The solvent was removed under reduced pressure and the residue partitioned between water (50 ml) and diethyl ether (30 [ML).] The aqueous was extracted with diethyl ether (2 x 30 [ML),] the combined organics dried over magnesium sulfate, filtered and the solvent removed under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with a solvent gradient of heptane: ethyl acetate (1: 1) to give the title compound (0.25 g, 29 %) as a colourless oil. [‘H-NMR] (400 MHz, CD30D) : [A] = 1.44 (s, 9H), 2.45 (s, 3H), 2.75 (t, 2H), 3.01 (t, 2H), 3.20 (brs, 2H), 7.20 (d, 2H), 7.33 (d, 2H). LRMS [(ELECTROSPRAY)] : m/z [M + [H] + 314.] Microanalysis : Found: C, 57.28 ; H, 7.38 ; N, 4.41. [C15H23NO2S2] requires C, 57.47 ; H, 7.39 ; N, 4.47%.

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/16583; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 54535-22-7,Some common heterocyclic compound, 54535-22-7, name is Diethyl 2-((phenylamino)methylene)malonate, molecular formula is C14H17NO4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step B: Diethyl N-methyl-N-phenylaminomethylenemalonate To 10 mmol of the compound obtained in the previous Step, dissolved in tetrahydrofuran, there are added, slowly (in small portions) and under an inert atmosphere, 12 mmol of 95% NaH and then, dropwise, 30 mmol of iodomethane. The reaction mixture is then stirred, at ambient temperature and under an inert atmosphere, for 12 hours. 1 mL of methanol is added in order to neutralise the excess of sodium hydride. The solution is then concentrated in vacuo, and then water is added to the residual oil obtained. After extraction with dichloromethane, the combined organic phases are dried, filtered and concentrated under reduced pressure to yield the expected product in the form of a colourless oil. MS (EI, m/z): 276 (M+).

The synthetic route of 54535-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brion, Jean-Daniel; Israel, Lucien; Le Ridant, Alain; Harpey, Catherine; Rabhi, Cherif; Kaloun, El Bachir; US2006/63801; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 4934-99-0, A common heterocyclic compound, 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, molecular formula is C6H10O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Under N2 atmosphere, a solution of methyl 3-hydroxycyclobutanecarboxylate (7 g, 53.8mmol) in DCM (200 mL) was cooled to -78 oc and DAST (35 mL, 265 mmol, 1.22 g/mL) wasadded. The mixture was stirred at -78 C for 1 h, and the reaction was allowed to warm tort andstirred overnight. The reaction mixture was quenched with H20 (50 mL) at 0 C, and extractedwith DCM (200 mL x 3). The combined organic layers were dried over anhydrous Na2S04, andthen concentrated in vacuo to give the title compound as brown oil (7 g, yield 98.5%). 1HNMR (400 MHz, CDCh) 8 (ppm): 3.70 (s, 3H), 3.58 (q, J= 7.2 Hz, 1H), 3.15-3.10 (m, 1H),2.85-2.76 (m, 1H), 2.54-2.41 (m, 3H);19F NMR (376 MHz, CDCh) 8 (ppm): -151.8.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 2967-66-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2967-66-0 as follows.

General procedure: Hydrazine hydrate 64% (v/v) (30.0 mL, 0.33 mol) was heated up to 50-60 C. The methyl ester 3 (0.01 mol) was added and the mixture was heated at reflux for 10 min. The cooling was performed sequentially in water bath, followed by ice bath and dry ice-ethanol bath. The precipitate was filtered and washed with cold water.

According to the analysis of related databases, 2967-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ishii, Marina; Jorge, Saloma?o Do?ria; De Oliveira, Alex Alfredo; Palace-Berl, Fanny; Sonehara, Ieda Yuriko; Pasqualoto, Kerly Fernanda Mesquita; Tavares, Leoberto Costa; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6292 – 6301;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: trans-Ethyl 4-hydroxycyclohexanecarboxylate

Step A) Ethyl 4-(tetrahydro-2H-pyran-2-yloxy)cyclohexanecarboxylatePyridinium-4-toluenesulfonate (2.57 g, 10.2 mmol) was added to a solution of ethyl 4-hydroxycyclohexanecarboxylate (8.8 g, 51.10 mmol) and 3,4-dihydro-2H-pyran (8.60 g, 102 mmol) in DCM (200 mL) and the reaction was stirred at rt for 16 h. The reaction was quenched with saturated aq NaHCO3. The layers were separated and the organic layer was washed with water. The organic layer was dried (Na2SO4), filtered, and concentrated. Purification via flash chromatography on a 200 g silica column using an eluent of EtOAc in hexanes (5-10percent) afforded the title compound as a clear oil (11.1 g, 85percent).

The synthetic route of 3618-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2012/232083; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 135908-43-9, name is Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate hydrochloride, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 135908-43-9, COA of Formula: C10H18ClNO2

(l-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-mo holino-carbenium hexafluorophosphate (COMU, 1181 mg, 2.76 mmol) was added to a N,N-dimethylformamide (6 mL) solution of Hunig’s base (1.47 mL, 8.40 mmol), methyl 4-aminobicyclo[2.2.2] octane- 1- carboxylate hydrochloride (527 mg, 2.40 mmol, ArkPharm), and 2-(4-chloro-3- fluorophenoxy)acetic acid (515 mg, 2.52 mmol) that was kept stirring at 0 C. The ice bath was removed, and the reaction was left stirring at ambient temperature for 1 hour. The resulting solution was filtered through a glass microfiber frit and purified by preparative HPLC [YMC TriArt C18 Hybrid 5 mupiiota column, 50 x 100 mm, flow rate 70 mL/minute, 5-100% gradient of acetonitrile in buffer (0.1 % trifluoroacetic acid)] to give the title compound (0.78 g, 2.11 mmol, 88 % yield).JH NMR (400 MHz, DMSO-+) m/z 370 (M+H)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen Ann; SIDRAUSKI, Carmela; FROST, Jennifer M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; XIONG, Zhaoming; (165 pag.)WO2019/90090; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics